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M9005

Sigma-Aldrich

3-Methyl-L-histidine

≥98% (TLC)

Synonym(s):

π-Methyl-L-histidine, 1-Methyl-L-histidine (archaic), 3-(1-Methylimidazol-5-yl)-L-alanine

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About This Item

Empirical Formula (Hill Notation):
C7H11N3O2
CAS Number:
368-16-1
Molecular Weight:
169.18
EC Number:
206-704-6
MDL number:
MFCD00083658
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24897303
NACRES:
NA.26

product name

3-Methyl-L-histidine,

Assay

≥98% (TLC)

Quality Level

100

form

powder

color

white to off-white

mp

254 °C

application(s)

detection

SMILES string

Cn1cncc1C[C@H](N)C(O)=O

InChI

1S/C7H11N3O2/c1-10-4-9-3-5(10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1

InChI key

JDHILDINMRGULE-LURJTMIESA-N

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Related Categories

Application


  • Engineering mutually orthogonal PylRS/tRNA pairs for dual encoding of functional histidine analogues.: Exploring innovative genetic engineering techniques, this research advances the use of histidine analogues like 3-Methyl-L-histidine for producing novel proteins with enhanced functionalities, offering vast potential in therapeutic and industrial applications (Taylor et al., 2023).

  • Improving the enzymatic activity of l-amino acid α-ligase for imidazole dipeptide production by site-directed mutagenesis.: This investigation enhances the enzymatic synthesis of imidazole dipeptides, crucial for understanding the role of modifications like those seen in 3-Methyl-L-histidine and its impact on biological activities (Kino et al., 2023).

Biochem/physiol Actions

3-Methyl-L-histidine is a non-proteinogenic amino acid and an index of muscle breakdown.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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E Roth et al.
Clinical chemistry, 31(8), 1305-1309 (1985-08-01)
We measured amino acid concentrations in plasma and skeletal muscle of three groups of patients with acute hemorrhagic pancreatitis: (a) patients without secondary organ lesions, (b) patients also suffering from kidney damage, and (c) patients in whom the pancreatitis was
M N Goodman
The American journal of physiology, 260(5 Pt 1), E727-E730 (1991-05-01)
The metabolic response to infection includes loss of lean tissue and increased nitrogen excretion. The loss of muscle tissue during infection results in large part from accelerated skeletal muscle protein breakdown. Recent studies suggest that macrophage-derived products secreted during infection
Melanie J Edwards et al.
Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology, 180(2), 247-257 (2009-09-04)
We fed common brushtail possums artificial diets containing a buffer and the plant secondary metabolite (PSM), orcinol, to test the hypothesis that organic acids, common products of PSM metabolism, limit feeding by common brushtail possums (Trichosurus vulpecula). We introduced several
M Hansen et al.
Scandinavian journal of medicine & science in sports, 21(1), 62-72 (2009-11-04)
Oral contraceptive (OC) treatment has an inhibiting effect on protein synthesis in tendon and muscle connective tissue. We aimed to investigate whether OC influence myofibrillar protein turnover in young women. OC-users (24±2 years; Lindynette® n=7, Cilest® n=4) and non-OC-users (controls
S G A van der Drift et al.
Journal of dairy science, 95(9), 4911-4920 (2012-08-25)
The objective of this study was to obtain information on variation between dairy cows in muscle and fat tissue mobilization around parturition and to study the association between protein and fat mobilization and serum β-hydroxybutyrate (BHBA) concentrations (hyperketonemia) in this
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